N/A Homes with Historic Antique Style

Welcome to the enchanting world of historic antique homes in Connecticut, where every street corner whispers tales of the past. Nestled in the heart of New England, Connecticut boasts a rich tapestry of history, and its antique homes are a testament to the craftsmanship and artistry of bygone eras.

Imagine stepping into a home that has stood the test of time, with intricate woodwork, original fireplaces, and charming details that evoke a sense of nostalgia. These properties often feature classic architectural styles, from Colonial and Victorian to Federal and Greek Revival, each telling its own unique story. The character of these homes is complemented by lush gardens and tree-lined streets, creating an inviting atmosphere that beckons you to explore.

Living in a historic neighborhood in Connecticut means being part of a vibrant community that values its heritage. You’ll find local shops, quaint cafés, and beautiful parks that enhance the charm of the area. Weekend strolls can lead you to nearby historic sites, museums, and cultural events that celebrate the rich history of the region.

Owning a historic home not only provides a unique living experience but also a chance to preserve a piece of history. Many antique homes have been lovingly restored, offering modern conveniences while maintaining their original charm. Whether you’re sipping coffee on a wraparound porch or hosting gatherings in a grand parlor, these homes create memories that will last a lifetime.

Discover the timeless allure of Connecticut’s historic antique homes, where history and modern living harmoniously blend to create a truly special place to call home.

Newest N/A Homes with Historic Antique Style

$525,000

3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24194526 MLS

Welcome to 294 N Stonington Rd, where antique charm & modern amenities blend in this stunning unique property! This home has been thoughtfully remodeled from top to bottom with attention to detail & the introduction of present-day conveniences, while still preserving the historical character of an 1830 farm home. The craftsman natural woodwork, wide-board hardwoods & multiple fireplaces are all beautiful reminders of the thoughtful detail that went into this home when it was originally built. The recent renovations include ductless AC, a brand new engineered septic system, new boiler & oil tank, well pump, electrical service with 200amp panel, gutters, fully renovated kitchen & baths including quartz countertops, a farmhouse sink, & SS appliances, custom tile work, & so much more. The first floor includes the kitchen, 2 options for living/dining (or even potential for a main level bedroom), & a full bath with laundry hookups. The 2nd floor showcases multiple spaces that could be used for bedrooms, office space, or a 2nd floor sitting room, & an additional full bath with double vanity & oversized floor-to-ceiling tiled shower. Outside you'll find a detached 25' x 17' workshop with plenty of electricity, wall-to-wall cabinetry, & storage below. The driveway was recently lined with crushed stone & has plenty of space for parking, & the landscaping shows off the large yard with plenty of room for more entertaining space or outdoor living areas.

294 N Stonington Rd, Stonington

$645,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24194463 MLS

Steeped in history and thoughtfully maintained, this exceptional antique residence beautifully blends timeless New England character with modern comfort. Nestled on a picturesque property in the heart of Lyme, this remarkable 5 bedroom home showcases the craftsmanship and architectural details that define a true Connecticut antique. Rich hardwood floors, original beams, multiple fireplaces, and beautifully preserved period features create an inviting atmosphere throughout. Designed for both everyday living and entertaining, the home offers gracious living spaces, including a spectacular oversized bonus room perfect for gatherings, a media room, studio, or recreation space. A sun filled sunroom overlooks the grounds, providing the perfect place to relax year round. The outdoor setting is equally impressive, featuring a sparkling in ground pool, expansive stone patio, and beautifully landscaped grounds that create an ideal backdrop for entertaining or quiet enjoyment. Combining historic charm, generous living space, and exceptional outdoor amenities, this one of a kind property offers a rare opportunity to enjoy the beauty and lifestyle of one of Connecticut's most picturesque towns.

473 Hamburg Rd, Lyme

$1,100,000

6 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24194248 MLS

The Fenner-Matthewson Mansion-an extraordinary piece of Connecticut history. Built circa 1855 for prominent mill owner Arnold Fenner, this magnificent Italian Villa is a distinguished contributing property within the National Register-listed Central Village Historic District. Nearly 6,000 SF of timeless grandeur offers 12 rooms, 6 bedrooms and 4.5 baths, with soaring 12' ceilings and exquisite period detail throughout. A grand foyer and sweeping staircase make an unforgettable first impression, complemented by 2 additional staircases, original black walnut doors and millwork, red pine floors, mercury glass doorknobs and beautiful built-ins. An incredible 9 working fireplaces, many with distinctive Italian marble surrounds, grace the home-including fireplaces in the updated kitchen and primary suite. The kitchen blends historic character with modern function, featuring a Sub-Zero refrigerator, pantry and butler's pantry. The primary suite offers a private full bath with soaking tub and fireplace. Recent improvements include a new roof and new central air. Set on 2.65 acres with an inviting front porch, stone courtyard and charming stucco outbuilding. More than a home-this is architecture, history and legacy, awaiting its next steward.

40 Main St, Plainfield

$135,000

2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24194210 MLS

Offer deadline Monday 8/3 noon. Subject to Probate approval. CASH only. Conveying with contents of home. Car will be removed. Home has been occupied until recently. A rare chance to own and restore an original schoolhouse filled with historic charm and architectural character. Whether you're an investor, renovator, or preservation enthusiast, this property offers tremendous upside potential. Extensive rehabilitation needed. Cash buyers only. Sellers prefer an As-Is sale and will make no repairs. Seller prefers to leave contents as is in home. This property was occupied until recently. Hold Harmless required to enter attic as there are loose boards.

34 Providence Rd, Brooklyn

$899,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193491 MLS

Long PRIVATE driveway leads to 56 expansive ACRES of pristine Connecticut COUNTRYSIDE with quiet rural atmosphere. Space for HUNTING wildlife viewing and trails. Recreational Haven, Homestead with enough room for FARMING and timber. ENORMOUS 2400 square-foot GARAGE/WORKSHOP with 12 x 12 doors HEATED with two zones, office with a full bathroom and additional bathroom and its OWN Septic! DETACHED two car garage with (two NEW doors) next to a ONE of a KIND almost 3000 square-foot Country home with BEAUTIFUL CRAFTMANSHIP throughout with CUSTOM STONE fireplace in the large living room with a second FIREPLACE in the dining/custom kitchen (new oven and microwave) area for entertaining with an ambience and 1/2 bath laundry area. Upper level has primary bedroom suite and three additional bedrooms with two full bathrooms. 2 brand NEW mini splits $15,000, two NEW wood stoves and piping $14,000, two NEW well pumps $10,000, NEW spray foam and attic $18,000, 10 NEW windows, two NEW front doors and exterior doors $20,000. Peace of mind with a brand NEW GENERAC generator 24,000 Watts $12,000, newer heating system and updated electrical panels NEW $10,000 kennel for the animals. CAMERAS and AUDIO and OCCUPIED-DO NOT GO ON PROPERTY without LISTING AGENT-THANKYOU

233 Fire Tower Rd, Pomfret

$429,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192079 MLS

The Case House offers a rare opportunity to own one of Barkhamsted's most distinctive historic homes. Nestled in beautiful Barkhamsted, with its highly regarded schools and low property taxes, this remarkable home has long been associated with one of the town's oldest families. Rich in character and thoughtfully maintained, it blends the craftsmanship of early New England with the warmth and comfort of everyday living. Original wide-plank floors, hand-hewn beams, raised-panel doors, and hand-forged hardware showcase the home's enduring character. The open-hearth kitchen, anchored by its original beehive oven, remains the heart of the home, while the spacious living and dining rooms provide inviting spaces for gathering with family and friends. Three bedrooms and one-and-one-half baths offer comfortable everyday living while preserving the home's historic character. The full walk-up attic is home to an original antique loom and other period artifacts that offer a connection to the property's past. Locally known as the "1759 House," The Case House continues to inspire curiosity about its rich history. Beyond the residence, a classic two-storey horse barn, detached three-car garage with an expansive workshop, garden shed, pump house, and tractor shed create a remarkably complete New England homestead.

55 Gavitt Rd, Barkhamsted

$899,900

6 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192797 MLS

RARE ONCE-IN-A-LIFETIME OPPORTUNITY to own this expansive LANDMARK ESTATE property with 45+ contiguous acres of land in South Windsor's Main Street Historical District, with 850 feet of DIRECT WATERFRONT along the Connecticut River. Property features the c. 1860 built Greek Revival Selah Perkins home. Main home offers 4376 sq ft of living space with up to 6 bedrooms, 2 full and 2 half baths, and potential in-law wing with separate entrance. Multiple outbuildings including oversize garage and barn with abundant storage and workshops. Property is in need of some restoration and finish work, but offers tremendous possibilities for the right buyer who is willing to revive this home to its full potential. Ideal for investor, contractor, or buyer with a vision and passion to update this home to their personal preferences. All of this antique charm on Old Main Street featuring crops in the meadow, horses, cows, sheep, and chickens. Celebrate with the Harvest festival, hayrides on Halloween, Christmas house tours, and Gingerbread House contest at Wood Memorial Library. Walk down to the CT River, or bike along Old Main Street. You can own a piece of history and enjoy the seasonal charm of Old Main St. but still be just minutes to area schools, shopping and highways. Situated in the sought after PLEASANT VALLEY ELEMENTARY SCHOOL DISTRICT. Close proximity to Evergreen Walk, Buckland Mall, Costco, Whole Foods, and I-291 or I-84 for easy access to Hartford, Bradley Airport, or UConn.

1689 Main St, South Windsor

$1,076,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193014 MLS

Rare Bethlehem Offering - 1740s Antique + Commercial-Ready Barn on 2 Acres Welcome to a rare offering in the heart of Bethlehem, CT, sited at the town's famous blinking light with easy proximity to Washington, Litchfield & Woodbury. Dating to the 1740s, this sensitively preserved 4-bedroom antique is rich with period charm - 5 fireplaces, including a 12' hearth housing a beehive oven, historic detailing, a walk-up attic, and a basement with soaring 9' ceilings. Thoughtful updates throughout make it a warm, move-in-ready home. The real story here is the barn: a striking 3,000 SF structure originally restored for a commercial dine in bakery, with the significant investment already behind it - new roof, doors meeting fire & code, 4-phase electrical, roughed plumbing & HVAC, and poured concrete floors. Reimagine it as an event space, artisan workshop, wellness retreat, or second residence - the foundation is already in place. A picturesque pond adds ambiance, ideal for commercial use or connecting the structures for potential multi-generational living. A charming milk house offers even more flexible space - guest quarters, studio, gym, or workshop. Grounds feature ornamental Japanese & red maples, flowering pear, cherry, birch & magnolia, plus a newly graded and re-graveled driveway (2023) and 75 feet of town-maintained sidewalk! A rare chance to own a piece of Bethlehem's history - the work is already done.

18 East St, Bethlehem

$1,495,000

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189157 MLS

The Seely House is a rare opportunity to become the next steward of one of New Canaan's enduring historic treasures. This remarkable residence traces its origins to the years surrounding the American Revolution and stands as a tangible link to the town's earliest beginnings. Rich in character and architectural authenticity, the home showcases the craftmanship and charm that can only be achieved through centuries of careful preservation. Historic details blend seamlessly with modern comforts, creating a warm and inviting living experience that honors the home's heritage while accommodating today's lifestyle. Set along picturesque Old Stamford Rd., the property enjoys an enviable location just moments from downtown New Canaan's acclaimed restaurants, boutiques, parks, train station and schools. Here, homeowners can enjoy the rare combination of historic significance and walk-to-town/schools convenience. More than a residence, The Seely House is a legacy property offering timeless character, irreplaceable authenticity, and the chance to write the next chapter in a story that has endured for generations.

68 Old Stamford Rd, New Canaan

$550,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192604 MLS

Step into the perfect blend of timeless New England charm and modern convenience in this beautifully maintained circa-1869 Colonial, ideally located in the heart of East Hampton. Offering over 2,275 square feet of living space, this 4-bedroom, 2.5-bath home showcases the character of a bygone era while featuring numerous thoughtful updates throughout. The custom kitchen is equipped with stainless steel appliances, corian countertops, and ample cabinetry, creating a functional space for everyday living and entertaining. Wide-plank hardwood floors, updated bathrooms, and a flexible floor plan provide warmth and versatility. Major improvements include a high-efficiency natural gas boiler with on-demand hot water, updated electrical service, newer windows, and newer roof, providing peace of mind for years to come. Outside, enjoy a level yard with detached garage and off-street parking. Conveniently situated within a very short distance to the Air Line State Park Trail, local shops, restaurants, schools, the town beach, and all that East Hampton's vibrant village center has to offer. Rich in history, thoughtfully updated, and ideally located, this is a wonderful opportunity to own a home that truly offers the best of old-world character and modern comfort.

124 Main St, East Hampton

$775,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192511 MLS

A rare opportunity to own TWO single-family adjacent homes in the heart of East Hampton! Rich in history and thoughtfully updated, the main residence at 124 Main Street beautifully blends timeless architectural character with the comfort and convenience of modern living. Historic details, classic craftsmanship, and tasteful updates create a home that is both elegant and inviting. A first-floor bedroom and full bath provide the option for a desirable primary bedroom suite or flexible living arrangement to accommodate a variety of lifestyles. Situated toward the rear of the property, 126 Main Street is a second single-family residence offering exceptional versatility. While it could benefit from some updating, it presents endless possibilities as an in-law home, income-producing rental, private guest house, home office, studio, or space for entertaining family and friends. Whether you're looking for multi-generational living, rental income, or simply the flexibility of owning two homes on one parcel, this unique property offers endless potential in a desirable location close to East Hampton's charming downtown, Lake Pocotopaug, restaurants, shopping, and local amenities. A truly one-of-a-kind opportunity!

126 Main St, East Hampton

$399,900

5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192242 MLS

Timeless New England charm meets modern-day opportunity in this impressive 5-bedroom, 3.5-bath antique Colonial, where historic character and spacious living come together on a picturesque setting. Rich in original details, this one-of-a-kind home showcases wide-plank hardwood floors, stunning decorative fireplaces with ornate mantels, oversized windows, and classic architectural craftsmanship throughout. The spacious country kitchen offers ample room for gathering and opens to multiple living and entertaining spaces, including a formal dining room, inviting family room, and generously sized bedrooms filled with natural light. A flexible floor plan provides endless possibilities for today's lifestyle, whether you're looking for space for a home office, guest quarters, or multi-generational living. Outside, the property continues to impress with a welcoming covered front porch, expansive yard, and an oversized detached 2-car garage/barn offering exceptional storage, workshop space, or hobby potential. Surrounded by mature trees and timeless New England scenery, this remarkable property delivers the perfect balance of privacy, history, and functionality. Whether you're drawn to the craftsmanship of a bygone era or looking for a home with room to grow, this exceptional antique Colonial is ready for its next chapter. Schedule your private showing today and experience the character and possibilities this unique property has to offer.

394 Jerusalem Rd, Windham

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